2-Ethyl-adamantan-2-ylamine

ID: ALA1170181

PubChem CID: 4691950

Max Phase: Preclinical

Molecular Formula: C12H21N

Molecular Weight: 179.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(N)C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C12H21N/c1-2-12(13)10-4-8-3-9(6-10)7-11(12)5-8/h8-11H,2-7,13H2,1H3

Standard InChI Key:  KKYGOXFNQZFIQT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 15  0  0  0  0  0  0  0  0999 V2000
    5.4261   -9.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0673   -9.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2305   -9.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7787   -9.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9832   -9.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5265   -9.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2278   -8.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7844   -8.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628   -8.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5323   -8.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5250   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2944   -8.7156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2358   -7.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
 10 11  1  0
  1  2  1  0
 10 12  1  0
  1  3  1  0
 11 13  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1170181

   2-Ethyladamantan-2-amine;hydrochloride

2. Parent:

   

   ALA1170181

   2-Ethyladamantan-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 179.31

Molecular Weight (Monoisotopic): 179.1674

AlogP: 2.55

#Rotatable Bonds: 1

Polar Surface Area: 26.02

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.85

CX LogP: 2.35

CX LogD: -0.54

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.66

Np Likeness Score: 0.84

References

1. Eleftheratos S, Spearpoint P, Ortore G, Kolocouris A, Martinelli A, Martin S, Hay A..  (2010)  Interaction of aminoadamantane derivatives with the influenza A virus M2 channel-docking using a pore blocking model.,  20  (14): [PMID:20570509] [10.1016/j.bmcl.2010.05.049]

2. Kolocouris A, Tzitzoglaki C, Johnson FB, Zell R, Wright AK, Cross TA, Tietjen I, Fedida D, Busath DD..  (2014)  Aminoadamantanes with persistent in vitro efficacy against H1N1 (2009) influenza A.,  57  (11): [PMID:24793875] [10.1021/jm500598u]

3. Tzitzoglaki C, Wright A, Freudenberger K, Hoffmann A, Tietjen I, Stylianakis I, Kolarov F, Fedida D, Schmidtke M, Gauglitz G, Cross TA, Kolocouris A..  (2017)  Binding and Proton Blockage by Amantadine Variants of the Influenza M2WT and M2S31N Explained.,  60  (5): [PMID:28107633] [10.1021/acs.jmedchem.6b01115]

Source

Source(1):

• Scientific Literature